ArticleJournal of medicinal chemistry2026
From Porphyrins to Versatile Photostable Bacteriochlorins: Triplet-State-Driven Design of Perfluorinated Photosensitizers.
Article in Journal of medicinal chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Perfluorinated tetrapyrrolic photosensitizers offer a promising platform for photodynamic therapy, yet establishing clear relationships between molecular structure, excited-state behavior, and therapeutic efficacy remains a major challenge. We report a systematic study of porphyrin and bacteriochlorin derivatives designed to elucidate how structural modifications govern photophysical properties and biological performance. Comprehensive spectroscopic analyses, including measurements of triplet-state lifetimes in both solution and micellar formulations, revealed that metalation and macrocycle reduction critically modulate excited-state deactivation pathways and intersystem crossing efficiencies. These effects translate directly into differences in the photodynamic activity. The lead bacteriochlorin exhibits high photostability and prolonged intratumoral retention, together with a pronounced shift toward type I photochemistry, enabling efficient photodynamic activity under hypoxic conditions and resulting in sustained tumor control in long-term in vivo studies. This work identifies triplet-state dynamics as a key design parameter linking molecular architecture to biological response and provides a rational basis for the development of next-generation photosensitizers.
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